Orange dye and process of making same.



llrTnn STATES PATENT FFICE.

FRANZ SOHOLL, OF HGOHST-ON-THE-MAIN, GERMANY, ASSIGNOB TO THE FARBWERKE, VORMALS MEISTER, LUC IUS dz BRUNING, OF SAME PLACE.

ORANGE DYE AND PROCESS OF MAKING SAME.

SPECIFICATION forming part of Letters Patent No. 656,858, dated August 28, 1900).

Application filed June 23,1900. $erial. No. 21,300. (Specimena) To all whom it may concern:

Be it known that I, FRANZ SOHOLL, Ph.D., a citizen of the Empire of Germany, residing at Hochst-on-the-Main, Germany, have in- Vented certain new and useful Improvements in the Manufacture of Substantive Dyestuffs for Cotton Fast to Alkali, Acid, and Light, of which the following is a specification.

I have found that a beautiful fast orange dyestuif for cotton may be obtained by combining diazotized primulin with l-para-sulfophenyl- 5-paryzolone- 3-carbonic acid. To manufacture this dyestufi, I employ the diazotized sulfonic acid of the primulin base obtained from paratoluidin with sulfur, on the one hand, and l-para-sulfophenyl-5-pyraz0- 1one-3-carbonic acid, on the other hand.

Example: Seventy-five kilos of primulin sulfonic acid and seven kilos of sodium nitrite are dissolved in one thousand liters of water. This solution is run while stirring into thirtysix kilos of hydrochloric acid (thirty-per-cent. strength) and about one hundred liters of water. After a few hours the diazo compound thus obtained is run into a solution of thirtyfive kilos of l-para-sulfophenyl-5-pyrazolone- 3-carbonic acid and thirty kilos of sodium carbonate in about four'hundred liters of water. The combination is soon completed. The dyestuff is salted out. The dyestuff thus obtained by combining one molecular proportion of diazotized primulin sulfonic acid with one molecular proportion of l-para-sulfophenyl-5-pyrazo1one-3-carbonic acid is an orange-red powder easily soluble in cold wa ter with an orange-yellow color, becoming redder on addition of caustic alkali, almost with a reddish-yellow color, and dyes cotton in a neutral and alkaline bath orange.

Having thus described my invention, I claim- 1. 'As a new produot,the new orange dyestuff obtained by combining one molecular proportion of diazotized primulin sulfonic acid with one molecular proportion of l-para-sulfophenyl-5-pyrazolone-3-carbonic acid,being an orange-red powder, easily soluble in cold water with an orange-yellow color, almost insoluble in alcohol, insoluble in ether, benzene and petroleum, soluble in concentrated sulfuric acid with a reddish-yellow color, separating from its aqueous solution on the addition of mineral acids in the form of orangeyellow flakes, and directly dyeing cotton in a neutral and alkaline bath orange, substantially as set forth.

2. The herein-described process of manufacturing an azo dyestufi directly dyeing cotton orange, which consists in allowing diazotized primulin sulfonic acid to act upon I-parasulfophenyl 5 pyrazolone 3 carbonic acid, substantially as set forth. 7

In testimony that I claim the foregoing as my invention I have signed my name in presence of two subscribing witnesses.

FRANZ SOHOLL.

Witnesses HEINRICH HAHN, ALFRED BRIsBoIs. 

